Skeletal Rearrangement in the Ritter Reaction of Turpentine: A Novel Synthesis of P-menthane Diamides

Author:

Xu Shi-Chao123,Zhu Shou-Ji1,Chen Yu-Xiang12,Wang Jing123,Bi Liang-Wu123,Lu Yan-Ju123,Gu Yan12,Zhao Zhen-Dong123

Affiliation:

1. Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, P.R. China, Key Laboratory of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, P.R. China, National Engineering Laboratory for Biomass Chemical Utilization, Nanjing 210042, P.R. China, Key and Open Laboratory on Forest Chemical Engineering, State Forestry Administration, Nanjing 210042, P.R. China

2. Research Institute of Forestry New Technology, Chinese Academy of Forestry, Beijing, 100091, P.R. China

3. 2011 Collaborative Innovation Center of Jiangxi Typical Trees Cultivation and Utilization in Jiangxi Agricultural University, Nanchang 330045, P.R. China

Abstract

A novel skeletal rearrangement in the Ritter reaction was examined which conveniently generated p-menthane diamides from turpentine. A probable reaction mechanism was proposed based on employing thermodynamic analysis. All the products were purified and characterised by 1H NMR, IR, X-ray crystallography and ESI+-MS.

Publisher

SAGE Publications

Subject

General Chemistry

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